Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes

[Image: see text] We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco-friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high...

Descripción completa

Detalles Bibliográficos
Autores principales: Dupuy, Stéphanie, Gasperini, Danila, Nolan, Steven P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5745071/
https://www.ncbi.nlm.nih.gov/pubmed/29291135
http://dx.doi.org/10.1021/acscatal.5b02090
_version_ 1783288859489992704
author Dupuy, Stéphanie
Gasperini, Danila
Nolan, Steven P.
author_facet Dupuy, Stéphanie
Gasperini, Danila
Nolan, Steven P.
author_sort Dupuy, Stéphanie
collection PubMed
description [Image: see text] We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco-friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high yields, with Z-stereospecificity and good regioselectivities and without the requirement for purification by chromatography. This process represents an expedient, operationally simple method for the synthesis of enol esters.
format Online
Article
Text
id pubmed-5745071
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-57450712017-12-28 Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes Dupuy, Stéphanie Gasperini, Danila Nolan, Steven P. ACS Catal [Image: see text] We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco-friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high yields, with Z-stereospecificity and good regioselectivities and without the requirement for purification by chromatography. This process represents an expedient, operationally simple method for the synthesis of enol esters. American Chemical Society 2015-10-12 2015-11-06 /pmc/articles/PMC5745071/ /pubmed/29291135 http://dx.doi.org/10.1021/acscatal.5b02090 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Dupuy, Stéphanie
Gasperini, Danila
Nolan, Steven P.
Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes
title Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes
title_full Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes
title_fullStr Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes
title_full_unstemmed Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes
title_short Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes
title_sort highly efficient gold(i)-catalyzed regio- and stereoselective hydrocarboxylation of internal alkynes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5745071/
https://www.ncbi.nlm.nih.gov/pubmed/29291135
http://dx.doi.org/10.1021/acscatal.5b02090
work_keys_str_mv AT dupuystephanie highlyefficientgoldicatalyzedregioandstereoselectivehydrocarboxylationofinternalalkynes
AT gasperinidanila highlyefficientgoldicatalyzedregioandstereoselectivehydrocarboxylationofinternalalkynes
AT nolanstevenp highlyefficientgoldicatalyzedregioandstereoselectivehydrocarboxylationofinternalalkynes

Ejemplares similares